Effect of Aliphatic Polyamines on Growth and Macromolecular Syntheses in Bacteria

Bachrach, Uriel; Weinstein, Anna Margriet

doi:10.1099/00221287-60-2-159

Cited by 28 publications

(15 citation statements)

References 30 publications

(18 reference statements)

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“…Similarity, this data was obtained in another article with chitosan chemically modified by DEA . Previous studies indicated that amine compounds have a wider spectrum of antimicrobial activity . The increase in the amino group substitution on the nanotubes increases the positively cationic nature of this structure which lead to increase the chance of an interaction between the nanotubes and the negative charge on the cell walls of the microorganisms .…”

Section: Resultsmentioning

confidence: 99%

“…43 Previous studies indicated that amine compounds have a wider spectrum of antimicrobial activity. [44][45][46] The increase in the amino group substitution on the nanotubes increases the positively cationic nature of this structure which lead to increase the chance of an interaction between the nanotubes and the negative charge on the cell walls of the microorganisms. 47 On the other hand, the interaction of the amine groups of functionalized nanotubes with the cell wall decrease its selective permeability which leads to leakage of the intracellular substance, such as protein, amino acids and glucose dehydrogenase and so, functionalized nanotubes inhibit the normal metabolism of microorganisms and finally lead to death of this cell.…”

Section: Antimicrobial Assaymentioning

confidence: 99%

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Microbial toxicity of ethanolamines—Multiwalled carbon nanotubes

Zare‐Zardini

Davarpanah

Shanbedi

et al. 2013

J Biomedical Materials Res

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In the present study, antimicrobial activities of multiwalled carbon nanotubes (MWCNTs) functionalized with ethanolamine (EA) groups were investigated. Therefore, MWCNT were first functionalized with mono-, di-, and triethanolamine (MEA, DEA, and TEA) under microwave technique. Development of functional groups on the MWCNT surface was confirmed by Fourier transform infrared and thermogravimetric analysis. Morphological variation was investigated by transmission electron microscopy. Then, antimicrobial activities of pristine and functionalized MWCNT (MWCNT-MEA, -DEA, and -TEA) were tested against different bacteria species. The studies have been done on four Gram-negative bacteria (Escherichia coli, Klebsiella pneumonia, Pseudomonas aeroginosa, and Salmonella typhimurium) as well as four Gram-positive bacteria (Bacillus subtilis, Staphylococcus aureus, Bacillus cereus, and Streptococcus pneumonia). The results based on minimal inhibitory concentration and radial diffusion assay were shown that the antimicrobial activity of MWCNT-TEA > MWCNT-DEA > MWCNT-MEA > pristine MWCNT. Based on the results, it seems that EA groups could play an important role in antimicrobial activity of MWCNT.

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Section: Resultsmentioning

confidence: 99%

Section: Antimicrobial Assaymentioning

confidence: 99%

Microbial toxicity of ethanolamines—Multiwalled carbon nanotubes

Zare‐Zardini

Davarpanah

Shanbedi

et al. 2013

J Biomedical Materials Res

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“…Other theories attribute the cut-off effect to a perturbation of the membrane, assuming that the longer the fatty alkyl chain, the better they mimic molecules in the layer lipid, leading to disruption in the membrane. The data in Table 4 reveal that the prepared amidoamine cationic surfactant with shorter chain length (12-carbon atom) has the maximum effect on Gram positive and Gram-negative bacteria and on fungi [43,44].…”

Section: Biological Activitymentioning

confidence: 99%

Surface Parameters and Biological Activity of N‐(3‐(Dimethyl Benzyl Ammonio) Propyl) Alkanamide Chloride Cationic Surfactants

Shaban

Aiad

Ismail

2016

J Surfact & Detergents

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Three cationic surfactants containing amide groups were prepared by quaternization of dimethylaminopropylamine with benzyl chloride. FTIR and 1 H-NMR spectroscopy were used to confirm the chemical structure of the prepared cationic surfactants. The surface parameters were estimated using surface tension measurements at three different temperatures. The prepared cationic surfactant showed a lower CMC than conventional cationic surfactants. Thermodynamic parameters of adsorption and micellization depend mainly of alkyl chain length and temperature. The adsorption process is more favorable than micellization. The biological activity of the three surfactants was estimated using inhibition zone showing that amidoamine cationic surfactants have good activity and the surfactants C12Bn is the most effective one.

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“…However, the relationship between misreading, inhibition of protein synthesis, and cell death has not been fully elucidated for streptomycin or spermine. Also, the stimulation of RNA synthesis by polyamines needs to be explained (1). At this stage, it is difficult to distinguish between the alternative explanations.…”

Section: Methodsmentioning

confidence: 99%

Relationship of Chemical Structure and Antimicrobial Activity of Alkyl Amides and Amines

Kabara

Conley

Truant

1972

Antimicrob Agents Chemother

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Contrary to the limited effects of alkyl amides and their corresponding N-derivatives, alkyl amines affected both gram-positive and gram-negative organisms. As with other alkyl derivatives the most sensitive gram-negative bacteria were usually more resistant than the most resistant gram-positive bacteria.Compounds with a chain-length of 11 to 15 are most active. Although some of the general properties relating the activity of fatty acids to their antimicrobial action are similar to those of amine compounds, the amines are unique in that monounsaturation does not increase compound activity.The possible modes of action of these compounds are discussed.Fatty acids are known to possess antimicrobial activity (4,5,19,28). In an attempt to study structure-activity relationships for fatty acids, a number of fatty acid derivatives were screened (18). From this study and others (17, 30), the wide-spectrum antimicrobial action for nitrogen compounds became of special interest. Therefore, a more extensive study of amine and amide compounds was undertaken.The present report concerns itself with two variables: (i) change of antimicrobial activity of amines and amides with changes in chain length and unsaturation, and (ii) the effect of these same compounds on different species of a given genus and on different strains of the same species. MATERIALS AND METHODSCompounds. Amines and amides of high purity (95 to 99.5%) were obtained, except where noted, from Lachat Chemicals, Inc., Chicago Heights, Ill. Lauric acid, lauryl N,N-dimethyl amide, pentylamine, and n-nonylamine were obtained from Sigma Chemical Co., St. Louis, Mo. Eastman Chemicals of Rochester, N.Y., supplied the docecylamine-HCl.A 0.2-g amount of amine or amide compound was dissolved in 0.5 ml of absolute methanol and quantitatively transferred to 200 ml of Trypticase soy broth (TSB; BBL). If the resulting suspension was granular or turbid, the suspension was carefully heated (approximately 70 C) to increase drug solubilization. Standard solutions (or suspensions) containing 1,000 jug/ml were serially diluted with additional broth to achieve desired concentrations. The serial dilutions were then dispensed into screw-cap tubes (16 by 125 mm), and the tubes were autoclaved at 15 p3i for 15 min. After sterilization, all tubes were cooled, incubated overnight at 35 C, and examined for demonstration of sterility. Control experiments indicated no change of compound activity after sterilization and comparison with an unheated control.Organisms. The organisms used in our survey were clinical isolates which have been maintained in our laboratory (18). The organisms used in the intraspecies survey were also clinical isolates (Providence Hospital, Southfield, Mich., 1970-1972; these had been stored in skim milk broth at -80 C.Inoculum. A test inoculum consisted of 0.05 ml of an 18-to 24-hr TSB culture (approximately 101 organism/ml). The inoculum was aseptically delivered into all dilutions of the compound, well mixed, and incubated at 36 C in a 5% CO2 atmosphere. A tube of i...

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Effect of Aliphatic Polyamines on Growth and Macromolecular Syntheses in Bacteria

Cited by 28 publications

References 30 publications

Microbial toxicity of ethanolamines—Multiwalled carbon nanotubes

Microbial toxicity of ethanolamines—Multiwalled carbon nanotubes

Surface Parameters and Biological Activity of N‐(3‐(Dimethyl Benzyl Ammonio) Propyl) Alkanamide Chloride Cationic Surfactants

Relationship of Chemical Structure and Antimicrobial Activity of Alkyl Amides and Amines

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